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Ethyl 1-methylnipecotate

CAS No.
5166-67-6
Chemical Name:
Ethyl 1-methylnipecotate
Synonyms
ETHYL 1-METHYLPIPERIDINE-3-CARBOXYLATE;NSC 64739;LABOTEST-BB LT00159658;ETHYL 1-METHYLNIPECOTATE;Ethyl 1-methylnipecotate, 98+%;1-Methyl-nipecotic acid ethyl ester;Ethyl-1-methylpiperidin-3-carboxylat;Ethyl N-Methylpiperidine-3-carboxylate;thyl N-methyl piperidine-3-carboxylate;ETHYL 1-METHYL-3-PIPERIDINE-CARBOXYLATE
CBNumber:
CB8289450
Molecular Formula:
C9H17NO2
Molecular Weight:
171.24
MDL Number:
MFCD00006496
MOL File:
5166-67-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 03:40:55

Ethyl 1-methylnipecotate Properties

Boiling point 88-89 °C/11 mmHg (lit.)
Density 0.954 g/mL at 25 °C (lit.)
refractive index n20/D 1.451(lit.)
Flash point 155 °F
storage temp. Sealed in dry,Room Temperature
form clear liquid
pka 8.56±0.10(Predicted)
color Colorless to Almost colorless
BRN 123259
InChI 1S/C9H17NO2/c1-3-12-9(11)8-5-4-6-10(2)7-8/h8H,3-7H2,1-2H3
InChIKey VFJJNMLPRDRTCO-UHFFFAOYSA-N
SMILES CCOC(=O)C1CCCN(C)C1
CAS DataBase Reference 5166-67-6(CAS DataBase Reference)
NIST Chemistry Reference Ethyl 1-methylnipecotate(5166-67-6)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37/39-37/39
WGK Germany  3
9-23
Hazard Note  Irritant
HS Code  29333990
Storage Class 10 - Combustible liquids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
2
2 0

Ethyl 1-methylnipecotate price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 194352 Ethyl 1-methyl-3-piperidinecarboxylate 96% 5166-67-6 5g $92.4 2023-06-20 Buy
TCI Chemical E0863 Ethyl 1-Methyl-3-piperidinecarboxylate >95.0%(GC)(T) 5166-67-6 5g $45 2026-04-30 Buy
TCI Chemical E0863 Ethyl 1-Methyl-3-piperidinecarboxylate >95.0%(GC)(T) 5166-67-6 25g $123 2026-04-30 Buy
Biosynth FAA16667 Ethyl 1-Methyl-3-piperidinecarboxylate 5166-67-6 0.25g $250 2026-06-04 Buy
Biosynth FAA16667 Ethyl 1-Methyl-3-piperidinecarboxylate 5166-67-6 2.5g $855.5 2026-06-04 Buy
Product number Packaging Price Buy
194352 5g $92.4 Buy
E0863 5g $45 Buy
E0863 25g $123 Buy
FAA16667 0.25g $250 Buy
FAA16667 2.5g $855.5 Buy

Ethyl 1-methylnipecotate Chemical Properties, Uses, Production

Chemical Properties

Clear colorless to pale yellow liquid

Uses

Reactant for:
N-demethylation of tertiary amines
Reverse cope elimination reactions
Regioselective oxidation
Synthesis of chelating agents
Sequential Michael-Michael-Dieckmann cyclizations

General Description

Enantiomeric discrimination has been investigated in 1H and 13C NMR spectra of ethyl 1-methyl-3-piperidinecarboxylate in the presence of (-)-(18-crown-6)-2,3,11,12-tetracarboxylic acid.

Synthesis

Triethyl orthoformate

122-51-0

ETHYL NIPECOTATE

71962-74-8

Ethyl 1-methylnipecotate

5166-67-6

The general procedure for the synthesis of ethyl 1-methyl-3-piperidinecarboxylate from triethyl orthoformate and ethyl crotonate is as follows: in an autoclave, a 1 molar concentration of catalyst based on the molar amount of amine is added, and after displacing the air in the autoclave with argon, 0.1 moles of amine and 0.11-0.3 moles of o-carboxylic acid ester dissolved in a 10 ml solution in methanol (or ethanol) are added, as well as 0.5 ml of 0.2 M anhydrous p-toluene benzenesulfonic acid solution in methanol (or ethanol). The reaction mixture was heated to 120°C and charged with hydrogen gas to a pressure of 40 bar. The reaction mixture was stirred continuously at a constant pressure until the absorption of hydrogen ceased (reaction time of about 0.2-6 hours). After completion of the reaction, the catalyst was removed by filtration and the filtrate was distilled to purify the target product.

References

[1] Patent: WO2017/133913, 2017, A1. Location in patent: Page/Page column 9; 14

Ethyl 1-methylnipecotate Preparation Products And Raw materials

Global Suppliers ( 193)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Shijiazhuang Sdyano Fine Chemical Co., Ltd. 0311-89250318 13582355795 master@sjzsdyn.com China 2776 65
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
JinYan Chemicals(ShangHai) Co.,Ltd. 13817811078 sales@jingyan-chemical.com China 9963 60
Jia Xing Isenchem Co.,Ltd 0573-85285100 18627885956 isenchem@163.com China 9389 66
Pure Chemistry Scientific Inc. 001-857-928-2050 or 1-888-588-9418 sales@chemreagents.com United States 10174 62

View Latest Price from Ethyl 1-methylnipecotate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ethyl 1-methylnipecotate pictures 2024-04-02 Ethyl 1-methylnipecotate
5166-67-6
$10.00-100.00 1kg 99% 5000 Metric Ton/Month Wuhan Xinhao Biotechnology Co., Ltd
thyl N-methyl piperidine-3-carboxylate pictures 2023-09-11 thyl N-methyl piperidine-3-carboxylate
5166-67-6
$100.00 1bag 99 5000 Hebei Fengqiang Trading Co., LTD
Ethyl 1-methylnipecotate pictures 2022-02-25 Ethyl 1-methylnipecotate
5166-67-6
1KG 98% 100 Jinan Ande Pharmaceutical Co.,Ltd.
Ethyl 1-methylnipecotate, 98+% 1-Methyl-3-piperidinecarboxylic acid ethyl ester ETHYL 1-METHYLNIPECOTATE ETHYL 1-METHYL-3-PIPERIDINE-CARBOXYLATE Ethyl 1-methylpiperidine-3-carboxylate 97% Ethyl N-Methyl piperidine-3-carboxylate or Ethyl 1-Methylnipecotate Ethyl N-Methylpiperidine-3-carboxylate 1-Methylnipecotic Acid Ethyl Ester Ethyl 1-Methylnipecotate 1-Methyl-3-piperidinecarboxylic Acid Ethyl Ester 1-Methyl-nipecotic acid ethyl ester NSC 64739 LABOTEST-BB LT00159658 3-Piperidinecarboxylic acid, 1-methyl-, ethyl ester 1-METHYL-PIPERIDINE-3-CARBOXYLIC ACID ETHYL ESTER Ethyl 1-methyl-3-piperidinecarboxylate cas 5166-67-6 Ethyl1-Methyl-3-piperidinecarboxylate> N-methylpiperidine-3-carboxylate, ethyl ester Ethyl-1-methylpiperidin-3-carboxylat thyl N-methyl piperidine-3-carboxylate ETHYL 1-METHYLPIPERIDINE-3-CARBOXYLATE 5166-67-6 Building Blocks Heterocyclic Building Blocks Piperidines Heterocyclic Compounds